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Isle of Wight

$129+ Cheap flights from Portland, ME (PWM) to Isle of Wight, VA

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — RIC
dic. 3 — dic. 101
mié. 12/3
mié. 12/10
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to Isle of Wight are usually found in May or August, booked 30 days in advance, depart on a Monday or Friday and return on a Tuesday

Find flight deals from Portland to Isle of Wight

Cheapest flights from Portland to Isle of Wight
Explore the most affordable flight options available from Portland to Isle of Wight. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 3, 2025.

This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/56:08 amPWM - ORF
1 stop8h 01mDelta
dom. 12/75:40 amORF - PWM
1 stop6h 33mDelta
Deal found 11/2$277
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/257:30 pmPWM - ORF
1 stop4h 11mUnited Airlines
dom. 1/47:55 pmORF - PWM
1 stop4h 04mUnited Airlines
Deal found 11/3$312
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/2410:47 amPWM - ORF
1 stop5h 40mUnited Airlines
lun. 12/18:05 pmORF - PWM
1 stop3h 54mUnited Airlines
Deal found 11/2$322
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/15:30 amPWM - ORF
1 stop4h 16mUnited Airlines
lun. 12/85:28 pmORF - PWM
1 stop5h 41mUnited Airlines
Deal found 11/3$344
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/155:30 amPWM - ORF
1 stop3h 55mSouthwest
vie. 12/268:40 pmORF - PWM
1 stop3h 25mSouthwest
Deal found 11/2$352
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/184:40 pmPWM - ORF
1 stop5h 28mDelta
sáb. 11/222:30 pmORF - PWM
1 stop7h 49mDelta
Deal found 11/3$362
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/512:23 pmPWM - ORF
2 stops10h 30mAmerican Airlines
dom. 12/76:30 amORF - PWM
1 stop10h 00mAmerican Airlines
Deal found 11/2$392
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/15:30 pmPWM - ORF
1 stop6h 05mSouthwest
lun. 12/810:05 amORF - PWM
2 stops12h 10mSouthwest
Deal found 11/3$412
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/267:22 pmPWM - ORF
1 stop4h 16mUnited Airlines
vie. 11/2811:24 amORF - PWM
1 stop6h 34mUnited Airlines
Deal found 11/2$420
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/255:30 amPWM - ORF
2 stops11h 15mSouthwest
dom. 1/48:45 pmORF - PWM
1 stop3h 20mSouthwest
Deal found 11/3$439

Cheap flight deals from Portland to Isle of Wight

Keep the following information in mind while searching for Portland to Isle of Wight flight deals. Data was last updated noviembre 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$277
(Delta)

One-way from

$129
(United Airlines)

Popular in

February

Cheapest in

May

Average price

$397
Provider with most accurate pricing for Portland-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Norfolk flights.
Search Deals
From Portland to Isle of Wight
Search Deals
One-way flight from Portland to Isle of Wight
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Isle of Wight that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated noviembre 3, 2025.
Use the filters below to find and compare flights from Portland to Isle of Wight that are best for you.

Fly from

Portland

Fly to

Isle of Wight

Route

Depart

Return

Price

PortlandNorfolk

PWM - ORF

PWMORF

Portland

vie. 12/5

6:08 am-2:09 pm

1 stop8h 01m

Norfolk

dom. 12/7

5:40 am-12:13 pm

1 stop6h 33m

$277

PortlandNorfolk

PWM - ORF

PWMORF

Portland

mié. 2/25

12:45 pm-5:50 pm

1 stop5h 05m

Norfolk

sáb. 2/28

5:10 pm-11:05 pm

1 stop5h 55m

$279

PortlandNorfolk

PWM - ORF

PWMORF

Portland

vie. 2/13

5:35 am-10:07 am

1 stop4h 32m

Norfolk

dom. 2/15

6:00 am-10:27 am

1 stop4h 27m

$312

PortlandNorfolk

PWM - ORF

PWMORF

Portland

jue. 12/25

7:30 pm-11:41 pm

1 stop4h 11m

Norfolk

dom. 1/4

7:55 pm-11:59 pm

1 stop4h 04m

$312

PortlandNorfolk

PWM - ORF

PWMORF

Portland

mar. 3/31

5:30 am-11:32 am

1 stop6h 02m

Norfolk

mié. 4/1

3:05 pm-9:59 pm

1 stop6h 54m

$317

PortlandNorfolk

PWM - ORF

PWMORF

Portland

lun. 11/24

10:47 am-4:27 pm

1 stop5h 40m

Norfolk

lun. 12/1

8:05 pm-11:59 pm

1 stop3h 54m

$322

PortlandNorfolk

PWM - ORF

PWMORF

Portland

vie. 11/28

6:00 am-10:42 am

1 stop4h 42m

Norfolk

mar. 12/2

5:28 pm-11:09 pm

1 stop5h 41m

$322

PortlandNorfolk

PWM - ORF

PWMORF

Portland

lun. 12/15

5:30 am-9:25 am

1 stop3h 55m

Norfolk

vie. 12/26

8:40 pm-12:05 am

1 stop3h 25m

$352

PortlandNorfolk

PWM - ORF

PWMORF

Portland

mar. 12/2

6:36 pm-10:21 pm

1 stop3h 45m

$129

PortlandNorfolk

PWM - ORF

PWMORF

Portland

mar. 12/2

6:00 am-11:58 am

1 stop5h 58m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 16 results
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Best time to book a flight from Portland to Isle of Wight

Have a flexible travel schedule? Discover the best time to fly to Isle of Wight from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Portland to Isle of Wight

How far ahead should I book a flight from Portland, Maine to Isle of Wight?

Use this chart to determine the optimal time to book a round-trip flight from Portland to Isle of Wight. Price data was last updated on October 31, 2025.

The price you pay for your flight from Portland, Maine to Isle of Wight may vary depending on when you book. For the best chance of a lower fare, look to book 30 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Portland, Maine to Isle of Wight?

Currently, July is the cheapest month in which you can book a flight from Portland, Maine to Isle of Wight (average of $52). Flying from Portland, Maine to Isle of Wight in September is currently the most expensive (average of $108). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PWM to I1W?

Find hourly flight availability from Portland to Isle of Wight. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 3, 2025.

One of the essential ways to save on airfare from Portland, Maine to Isle of Wight is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 40% on airfare.

What is the cheapest day to fly from Portland, Maine to Isle of Wight?

Use this chart to determine the cheapest time to fly round-trip from Portland to Isle of Wight. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Portland, Maine to Isle of Wight flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Isle of Wight

Get insights into the airlines that provide service to Isle of Wight. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Isle of Wight. Reviews last updated noviembre 3, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Southwest, and Delta from Portland to Isle of Wight to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
225 reviews

Comfort

8.2

Food

6.7

Entertainment

6.6

Crew

8.7

Overall

8.1

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.1
Very good
225 reviews
Breeze Airways
8.1
Very good
225 reviews

Comfort

8.2

Food

6.7

Entertainment

6.6

Crew

8.7

Overall

8.1

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Southwest
8.0
Very good
4,238 reviews
Breeze Airways
8.1
Very good
225 reviews

Comfort

8.2

Food

6.7

Entertainment

6.6

Crew

8.7

Overall

8.1

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Delta
7.9
Good
8,002 reviews
Breeze Airways
8.1
Very good
225 reviews

Comfort

8.2

Food

6.7

Entertainment

6.6

Crew

8.7

Overall

8.1

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
United Airlines
7.4
Good
8,997 reviews
Breeze Airways
8.1
Very good
225 reviews

Comfort

8.2

Food

6.7

Entertainment

6.6

Crew

8.7

Overall

8.1

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
11,038 reviews
Breeze Airways
8.1
Very good
225 reviews

Comfort

8.2

Food

6.7

Entertainment

6.6

Crew

8.7

Overall

8.1

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Related info for your journey

Find useful and relevant information for your journey from Portland to Isle of Wight. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Portland to Isle of Wight?

    For a flight from Portland to Isle of Wight, you will be flying from Portland. Portland (PWM) is just 2.9 mi from the center of the city. Portland is the only Portland airport and it handles 0 outbound flights to Isle of Wight per day. 5 airlines have flights to Isle of Wight from Portland on a regular basis.

  • How long is the flight from Portland, Maine to Isle of Wight?

    A quick flight from Portland, Maine to Isle of Wight can take about 4h 32m. Delta provides one of the quickest options available for as low as $312. Airlines will cover a distance of 560 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Portland, Maine to Isle of Wight one-way?

    One-way options have recently been found by users for as low as $129 on American Airlines. Other airlines that offer cheap prices include United Airlines from $129 and Delta from $139 one-way.

  • Can I find deals for flights from Portland to Isle of Wight that include hotel bookings?

    Yes. In addition to deals on Portland to Isle of Wight flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Isle of Wight?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Isle of Wight.

  • Can I find deals for business class flights from Portland to Isle of Wight?

    Yes. Cheapflights offers flight deals from Portland to Isle of Wight by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland, Maine to Isle of Wight?

    Currently, July is the cheapest month in which you can book a flight from Portland, Maine to Isle of Wight (average of $52). Flying from Portland, Maine to Isle of Wight in September is currently the most expensive (average of $108). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top 5 airlines flying from Portland to Isle of Wight

Discover the top 5 airlines that operate flights from Portland to Isle of Wight. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated noviembre 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$62Average$163FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$120Average$287FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$218Average$357FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$242Average$374FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$246Average$376FlexibilityNo cancel feeOn-time69%

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